Cappella di Vitaleta on the hills of Val d'Orcia in Tuscany, Italy.
30,000+ Verified Traveler Reviews

Italy & Greece Trip Planner

The draw of the Mediterranean is palpable, from the ancient mythology and intriguing culture to delectable cuisine and enchanting landscapes. With the Italy and Greece trip planner from Zicasso, you can have your dream vacation brought to life by local specialists. When you submit a trip request, your fantasy will be encapsulated with the aid of an expert.

Explore Our Trip Ideas

Let these itineraries inspire your personalized travel experience

Beautiful windmill villa in Oia, Santorini, Greece

15 Day Trip IdeaFrom $7,500

Highlights of Greece and Italy Tour

Naples, Sorrento, Isle of Capri, Pompeii, Rome +7 more
San Marco Square in Venice, Italy

14 Day Trip IdeaFrom $13,700

Romantic Getaway to Italy & Greece

Venice,  Lake Como, Cinque Terre, Florence, Santorini
Architecture of landmark Duomo in Florence, Italy

16 Day Trip IdeaFrom $8,000

Tale of Two Empires: Italy & Greece Historical Tour

Rome, Vatican City, Trastevere, Pisa, Florence +9 more
Romantic Santorini island at sunset, Greece

12 Day Trip IdeaFrom $5,200

From Eros to Cupid: A Romantic Tour of Greece and Italy

Athens, Santorini, Florence, Vatican City, Venice +1 more
Colorful town of Varenna on Lake Como, Italy

22 Day Trip IdeaFrom $9,400

Adventure and Romance Tour of Italy & Greece

Venice, Lake Como, Bellagio, Portofino, Italian Riviera +5 more
Santorini, Greece

14 Day Trip IdeaFrom $7,000

Gems of the Mediterranean: 14-Day Italy and Greece Tour

Rome, Florence, Venice, Athens, Mykonos +1 more

How Zicasso Works

Here's how we create life-enriching, luxury travel experiences

  1. 1.Share Your Travel Dreams

    Zicasso specializes in custom tours, vacations, and safaris tailored to your interests and preferences. From private African safaris to culinary experiences in Europe, submit a trip request to share your ideas and travel style.

  2. 2.Meet Your Travel Specialists

    To ensure a personalized experience, we'll carefully handpick and introduce you to two of our top travel specialists, each with unsurpassed destination knowledge and local insight aligned to your luxury travel dreams.

  3. 3.Design Your Perfect Journey

    Compare the expertise of two specialists with itineraries crafted exclusively for you. You can refine these further and choose your preferred proposal. Our unique process ensures a more creative, personalized, and expertly crafted trip.

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4.9

Reviews of Zicasso's Italy & Greece Trip Planner

Based on 8695 verified traveler reviews.

Greece Multigenerational Trip Review: 10 Days

Zicasso’s travel agent created an itinerary that was perfect for Bob, me, and our three grandsons. We hit traditional high points in Greece, but also lots of gems off the beaten trail. All the guides were so enjoyable and really helped make the experience so memorable for our grandsons. We stayed at very exceptional places and there was no worry about transportation or any safety issues!

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Greece Travel Review: Athens, Santorini, Naxos, Parthenon, Caldera Hike, E-Bike Tour, 10 Days

From the moment we walked off the plane, everything was planned seamlessly! Drivers, hotels, tours, and transfers! Zicasso’s travel agent did an amazing job listening to the types of activities we like to do and was able to put together an itinerary that was amazing! The people we met, the sites we were able to see, and the food were fantastic. She also checked in with us to make sure everything was going well. If we needed her, she was easy to reach out to. She planned the perfect balance of guided activities along with some self-exploration! We cannot thank her enough for planning this vacation!

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Italy Tour Review: 12 Days

It was the trip of a lifetime! Zicasso’s travel agent was absolutely incredible and took care of every detail. He went above and beyond in many ways, and didn't think twice about it. In the middle of the trip, we asked to switch our final destination. He didn't hesitate and had everything taken care of within two hours. I will definitely refer this travel company to anyone planning a trip to Italy.

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Italy Tour Review: Sorrento, Venice, Colosseum, Blue Grotto, Gondola Ride, 2 Weeks

Zicasso’s travel agent developed our itinerary to our specifications. She reached out right away and called if a follow-up was needed or to clarify something. Our trip went off without any problems. The itinerary was very clear, as was the timeline, trip summary, and tickets. If I had a question, she always responded.

We had one slight issue, which was quickly resolved and worked itself out. I communicated often with her throughout the trip and I always received a pleasant response. Our trip was designed to our needs. Our accommodations were wonderful! I would definitely recommend this travel company!

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France, Italy, China, Japan Trip Review: Paris, Rome, Hong Kong, Tokyo, Glass Blowing, Cultural Experiences, 16 Days

Zicasso’s travel company did such a great job putting the trip together. I was charged for an extra night at our hotel in Paris, but they are refunding that and the Cairo portion of the trip we had to cancel.

Our Paris tour guide was great and I’d recommend her to anyone. Our Rome tour guides were very good. Hong Kong was fine. Our Tokyo guide was wonderful.

Really, the only hiccup on the trip was our hotel in Hong Kong. The company that picked us up dropped us at one hotel, not the correct one. Thankfully, a couple of their bellhops walked us and all our luggage several blocks to the correct hotel. Our tour guide the next day also went to the wrong hotel, but we only lost about 45 minutes before we figured out the issue. If you use that hotel again, please make sure folks know which hotel is which.

The "Fast and Furious" car experience was OK; however, my grandson was so tired he slept through most of it. The chopstick-making was fun, as was the glass-blowing experience.

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Italy Trip Review: Tuscany, Florence, Lucca, Cinque Terre, Chianti, Cooking Class, Biking, Hiking, Local Cuisine, 1 Week

Zicasso’s travel agent was accommodating and helpful for our trip to Tuscany. Since there were so many of us, people had different needs. She was able to accommodate our differences and work out plans the best she could. We enjoyed all of the selections that she gave us, especially the dinner in the Chianti vineyard. Everyone loved that. We definitely recommend this travel company!

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